HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 178468948 | HCID 178468948 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate | HCID 71306158 | 68.8% |
Reaction Steps
To a solution of ethyl 5-acetyl-1H-pyrazole-3-carboxylate (0.050 g, 0.274 mmol) in DMF (3 mL), Cs2CO3 (0.134 g, 0.412 mmol) and methyl iodide (0.022 mL, 0.357 mmol) were added. The reaction was continued at r.t. overnight then AcOEt (20 mL) was added and the organic phase washed with water (20 mL). The aqueous fraction was extracted with AcOEt (20 mL). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel (eluant: AcOEt/hexane 2/8) provided 37 mg (68% yield) of ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284298B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f54d4408970d43aa9d1761d1996dbe2d |
| Source note | uspto-grants-2016_03 |